Boston’s Seaport District is one of the most vibrant, rapidly developing areas in the city. Once an industrial hub, the Seaport has evolved into a bustling waterfront neighborhood offering a mix of upscale dining, unique shopping, stunning views, and a lively cultural scene. Having visited this area several times, I can confidently say that it offers something for everyone, whether you’re a foodie, shopaholic, or history buff.
I will walk you through my personal experiences exploring the Seaport District, focusing on the best activities to do, places to eat, where to shop, and the top spots with beautiful waterfront views. I’ll also provide practical tips on how to get there, where to stay, and what you can expect from each place, so you can make the most of your trip to this amazing corner of Boston.
1. Dining in the Seaport: A Culinary Adventure
As a self-proclaimed foodie, one of the highlights of any trip to Boston for me is the dining scene. The Seaport District, with its combination of world-class restaurants, casual eateries, and waterfront dining, is a dream come true for anyone who enjoys great food.
A. Legal Sea Foods – A Classic Boston Dining Experience
On my first visit to the Seaport, I had to stop by Legal Sea Foods, a Boston staple known for its fresh seafood. The Seaport location is just as vibrant and delicious as the others around the city.
Location & Vibe: The restaurant overlooks the harbor, providing stunning views while you dine. The atmosphere is relaxed yet upscale, making it perfect for both a casual lunch or a special dinner.
Must-Try Dish: If you love seafood, you can’t go wrong with the clam chowder – thick, creamy, and full of flavor. For a heartier meal, I highly recommend the lobster roll, which is packed with tender lobster meat and served on a buttery toasted bun. It’s the ultimate Boston dish.
Price: The prices at Legal Sea Foods are a bit on the higher side, but given the quality and freshness of the food, it’s absolutely worth it. Expect to pay around $25-$40 per person, depending on your order.
Pros: Fantastic seafood with great portions. Beautiful harbor view. The service is top-notch, and the staff are always friendly and helpful.
Cons: It can get quite busy, especially during peak hours or weekends, so be prepared for a potential wait. Additionally, it’s a bit on the pricier side.
How to Get There: Legal Sea Foods is located at 270 Northern Avenue, Boston, MA 02210. If you’re coming from the Boston Common area, you can take a 10-minute taxi or ride-share to the Seaport District. Alternatively, take the Silver Line from South Station, which will take you directly to the Seaport area.
B. The Barking Crab – Casual Seafood with a Fun Twist
For a more casual, laid-back dining experience, I recommend The Barking Crab. Located right on the waterfront, it’s an iconic Boston seafood spot with a fun, beachy vibe. The wooden picnic tables and cozy atmosphere make it feel like you’re eating right by the water.
Must-Try Dish: The steamed lobster is the star of the menu here, served with drawn butter and your choice of sides. It’s fresh and bursting with flavor. Another great choice is the crab cakes, which are crispy on the outside and tender on the inside.
Price: The Barking Crab is a bit more affordable compared to some of the fancier spots in the area. You can expect to spend around $20-$35 per person, depending on what you order.
Pros: The food is fantastic, and the setting is very relaxed. It’s a great place to hang out with friends or family. The seafood is always fresh, and the location right on the water adds to the experience.
Cons: Since it’s a more casual spot, the service can be a little slower, especially during busy times. Also, if you’re looking for an upscale dining experience, this might not be the place for you.
How to Get There: Located at 88 Sleeper St, Boston, MA 02210, it’s just a short walk from the Seaport’s main attractions. If you’re coming from the Seaport District hotels, you can walk for around 10 minutes to get there.
C. Drink – Craft Cocktails with a Modern Touch
As much as I love the food in the Seaport, no visit is complete without stopping by Drink, a cocktail bar that’s become somewhat of a legend in Boston. The focus here is on craft cocktails made with high-quality spirits and fresh ingredients.
Must-Try Drink: The bartenders here are known for their personalized service, crafting cocktails based on your preferences. I recommend letting the bartender create something special for you – you won’t be disappointed. For something on the menu, the “Clover Club” with gin, raspberry syrup, and lemon is a refreshing choice.
Price: Cocktails range from $12-$18 each. While it’s a bit more expensive than your typical bar, the quality and experience are totally worth it.
Pros: The ambiance is stylish and sophisticated, making it perfect for a night out. The drinks are top-notch, and the bartenders are incredibly skilled. It’s a great place for cocktail lovers and those looking for something unique.
Cons: The bar can get quite crowded, especially on weekends, so be prepared to wait for a seat. It’s also on the pricier side, but again, the quality justifies the cost.
How to Get There: Drink is located at 348 Congress St, Boston, MA 02210, just a short walk from the waterfront area.
2. Shopping in the Seaport: Unique Finds and Stylish Boutiques

When it comes to shopping in the Seaport District, you’re in for a treat. From high-end designer boutiques to local shops offering unique, handmade items, there’s something for every taste and budget. During my visits, I discovered several spots I found myself returning to time and time again.
A. The Seaport’s Retail Hub: Rowes Wharf
One of the top places to shop in the Seaport is Rowes Wharf, a collection of luxury shops located near the water. This retail space combines elegant boutiques with upscale restaurants and cafes, making it the perfect spot for a shopping spree.
What to Shop: The shops here feature designer brands and luxury goods, including fashion, accessories, home decor, and jewelry. Vineyard Vines, a popular clothing store known for its preppy style, is one of my favorites.
Price: Prices vary greatly depending on the store, but expect to spend between $50-$200 for high-end clothing or accessories.
Pros: Rowes Wharf offers a curated selection of stylish shops, and it’s located in a beautiful setting right next to the water. Perfect for a leisurely stroll while browsing.
Cons: It’s definitely on the pricier side, so if you’re looking for budget-friendly options, this may not be the best place for you.
B. The Innovation and Design Building – A Designer’s Paradise
For something a little different, head to the Innovation and Design Building, an industrial-style building that houses a range of high-end furniture, art, and design stores. It’s also home to creative showrooms, which makes it a great spot for interior design enthusiasts like myself.
What to Shop: You’ll find unique pieces for home decor, ranging from modern art to avant-garde furniture and lighting. There’s also a great selection of locally-made, artisan goods.
Price: Prices range from $25 for smaller items to upwards of $1000 for high-end furniture pieces.
Pros: If you’re into design and interior decor, this place is a treasure trove. You can find one-of-a-kind pieces that you won’t see anywhere else.
Cons: Some of the items can be quite expensive, so it’s not the most budget-friendly option.
C. The Seaport District Farmers Market
If you’re visiting the Seaport on a Tuesday or Thursday, be sure to check out the Seaport District Farmers Market. It’s the perfect place to pick up fresh, local produce, artisanal foods, and handmade goods.
What to Shop: The market features fresh vegetables, fruits, baked goods, and local cheeses. I particularly love the fresh pastries from Bova’s Bakery, which are always a hit.
Price: The prices are reasonable, and you can find fresh produce for as little as $5.
Pros: A great way to support local vendors and try fresh, delicious food. It’s also an affordable way to shop for snacks or souvenirs.
Cons: The market is seasonal and only operates during certain months, so be sure to check the schedule before your visit.
3. Waterfront Views and Activities: Enjoying the Seaport’s Scenic Beauty
The Seaport District offers some of the most beautiful views of Boston’s harbor and skyline. Whether you’re strolling along the waterfront, taking a boat tour, or simply enjoying the scenery, there’s plenty to see and do. Here are some of my favorite ways to experience the area’s natural beauty.
A. Harborwalk – A Picturesque Stroll Along the Water
The Harborwalk is a 43-mile long pathway that runs along Boston’s waterfront, and the Seaport portion offers some of the best views in the city. During one of my visits, I took a long walk along the Harborwalk to enjoy the cool breeze and take in the view of the ships, water, and skyline.
Must-See: The view of the city from the Harborwalk is absolutely breathtaking. I loved stopping at different points along the way to snap photos, and there are plenty of benches to sit and relax.
Pros: It’s free, beautiful, and a great way to get some exercise while enjoying the outdoors. Perfect for a morning walk or evening stroll.
Cons: Some sections
can be a bit crowded, especially on weekends, but it’s worth it for the views.
B. Boston Harbor Cruises – Set Sail for Stunning Views
One of my absolute favorite activities in the Seaport is taking a Boston Harbor Cruise. These boat tours give you a unique perspective of the city from the water, with views of the skyline, islands, and historic landmarks like the USS Constitution.
Tip: If you’re into history, I recommend the Boston Tea Party Ship and Museum Cruise, which combines a scenic tour with a historical experience.

Pros: The tours are informative, relaxing, and offer incredible photo opportunities.
Cons: The tours can get busy, especially in the summer months, so booking tickets in advance is always a good idea.
C. The Institute of Contemporary Art (ICA) – Modern Art with a View
If you’re an art lover, the Institute of Contemporary Art (ICA) is an absolute must-visit while in the Seaport. Not only does it house incredible works of modern art, but the building itself offers stunning views of the water.
Location: Located at 25 Harbor Shore Drive, Boston, MA.
Must-See: The museum’s exhibits are always rotating, but I personally love the stunning architecture and the art on display. The panoramic views from the museum’s top-floor gallery are also worth the visit.
Exploring Boston’s Seaport District is an unforgettable experience. Whether you’re indulging in some delicious seafood, shopping for unique finds, or soaking up the breathtaking waterfront views, there’s something for everyone in this vibrant neighborhood. I’ve thoroughly enjoyed every visit, and I can’t wait to go back to discover even more!